反応式
[CH:1]1([C:4]2[N:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[N:7]=[C:6]([C:14]([OH:16])=[O:15])[CH:5]=2)[CH2:3][CH2:2]1.[CH:17]1(C2N=C(SC)N=C(C(O)=O)C=2)CC1.OOS([O-])=O.[K+].S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].OS([O-])(=O)=O.[K+].CSC1N=CC=CN=1>O.C(#N)C>[CH:1]1([C:4]2[N:9]=[C:8]([S:10]([CH3:13])(=[O:11])=[O:12])[N:7]=[C:6]([C:14]([O:16][CH3:17])=[O:15])[CH:5]=2)[CH2:2][CH2:3]1参加物
反応物 6
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 65 °C
実験手順
6-cyclopropyl-2-(methylsulfonyl)pyrimidine-4-carboxylic acid (I-20A). Into a 40 mL vessel was added 6-cyclopropyl-2-(methylthio)pyrimidine-4-carboxylic acid_(commerically available, Enamine Ltd, catalog number EN300-422464, 250 mg, 1.19 mmol) and acetonitrile (12.5 mL). This resulting solution was then added dropwise at RT over 5 min. to a separate 40 mL reaction vessel that was charged with a rapidly stirred suspension of Oxone™ (using Aldrich supplied Oxone which is a multicomponent triple salt mixture containing potassium monopersulfate, 2 KHSOs5.KHSO4.K2SO4, 2.50 g, 4.10 mmol) and water (15 mL). Upon complete addition of the methyl thiopyrimidine, the resulting suspension was heated to 65° C. for 20 min. and subsequently cooled to RT. The resulting yellow suspension was extracted with ethyl acetate (4×100 mL) and the organic extracts were dried over magnesium sulfate, filtered and concentrated to furnish the methyl sulfonyl pyrimidine as a residue that was used directly in the next step without isolation. MS m/z 243.1 (M+1).
後処理
- additionThis resulting solution was then added dropwise at RT over 5 min. to a separate 40 mL reaction vessel that
- temperaturesubsequently cooled to RT
- extractionThe resulting yellow suspension was extracted with ethyl acetate (4×100 mL)
- dry with materialthe organic extracts were dried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-fa3dd2f3bcc74a7c85557b224e553005
- 出典データセット
- uspto-grants-2015_10
- 特許番号
- US09150568B2
関連ノート
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